Zhou Ting, Jiang Yueming, Zeng Bin, Yang Bao
State Key Laboratory of Plant Diversity and Prominent Crops, Guangdong Provincial Key Laboratory of Applied Botany, Key Laboratory of South China Agricultural Plant Molecular Analysis and Genetic Improvement, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, China.
South China National Botanical Garden, Guangzhou 510650, China.
Curr Res Toxicol. 2023 Jul 13;5:100113. doi: 10.1016/j.crtox.2023.100113. eCollection 2023.
Resveratrol is regarded as neutraceuticals with multiple health benefits. The introduction of prenyl can enhance the bioactivity. In this work, the cancer preventive activities and mechanisms of 18 prenylated reseveratrol and derivatives were investigated. The results showed that prenyl increased the antiproliferative activities of resveratrol, oxyresveratrol and piceatannol against cancer cells, and their antiproliferative activities were time- and dose-dependent. 4-C-prenylation was important for the antiproliferative activity of stilbenoids. The 4--prenyl stilbenoids showed better antiproliferative activities than other prenylated stilbenoids. 4--prenyl piceatannol showed the best antiproliferative activity. Human hepatoellular carcinomas (HepG) cell was more sensitive to prenylated stilbenoids than human MCF-7 breast carcinoma cell. 4--prenyl piceatannol had high affinities to Caspase-3, Caspase-9, CDK2 and Cyclin A2. The possible amino acids involved in binding 4--prenyl piceatannol were revealed. The expression of and were upregulated by 4--prenyl piceatannol and the expression of and in HepG cells were downregulated, which contributed to apoptosis. The above results eludicated the possible antiproliferative mechanisms of prenylated stilbenoids.
白藜芦醇被视为具有多种健康益处的营养保健品。异戊烯基的引入可增强其生物活性。在本研究中，对18种异戊烯基化白藜芦醇及其衍生物的防癌活性和机制进行了研究。结果表明，异戊烯基增强了白藜芦醇、氧化白藜芦醇和紫铆因对癌细胞的抗增殖活性，且它们的抗增殖活性具有时间和剂量依赖性。4-C-异戊烯基化对于二苯乙烯类化合物的抗增殖活性很重要。4'-异戊烯基二苯乙烯类化合物比其他异戊烯基化二苯乙烯类化合物表现出更好的抗增殖活性。4'-异戊烯基紫铆因表现出最佳的抗增殖活性。人肝癌（HepG）细胞比人MCF-7乳腺癌细胞对异戊烯基化二苯乙烯类化合物更敏感。4'-异戊烯基紫铆因对Caspase-3、Caspase-9、CDK2和细胞周期蛋白A2具有高亲和力。揭示了与4'-异戊烯基紫铆因结合可能涉及的氨基酸。4'-异戊烯基紫铆因上调了HepG细胞中[具体基因名称1]和[具体基因名称2]的表达，并下调了[具体基因名称3]和[具体基因名称4]的表达，这促进了细胞凋亡。上述结果阐明了异戊烯基化二苯乙烯类化合物可能的抗增殖机制。
